[(2S,4aR,6aR,7R,9S,10aS,10bR)-7-(2-cyanoethylcarbamoyl)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] acetate | 866329-73-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(2S,4aR,6aR,7R,9S,10aS,10bR)-7-(2-cyanoethylcarbamoyl)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] acetate
• CAS: 866329-73-9
• 化学式: C₂₅H₃₀N₂O₇
• 分子量: 470.522
• InChiKey: KPJQOCLBXYZCHB-BYDLNXCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2S,4aR,6aR,7R,9S,10aS,10bR)-7-(2-cyanoethylcarbamoyl)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] acetate 在 叠氮基三甲基硅烷 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以43%的产率得到[(2S,4aR,6aS,7R,9S,10aS,10bR)-7-[1-(2-cyanoethyl)tetrazol-5-yl]-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] acetate
  参考文献：
  名称：

  Synthesis and in vitro pharmacological studies of new C(4)-modified salvinorin A analogues

  摘要：

  Salvinorin A, a compound isolated from the plant Salvia divinorum, is a potent and highly selective agonist for the kappa Opioid receptor. For exploration of its structure and activity relationships, further modifications, such as reduction at the C(4) position, have been studied and a series of salvinorin A derivatives were prepared. These C(4) modified salvinorin A analogues were screened for binding and functional activities at the human K-opioid receptor and several new full agonists have been identified. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.051
• 作为产物：
  描述：

  丹酚 A 在 吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 [(2S,4aR,6aR,7R,9S,10aS,10bR)-7-(2-cyanoethylcarbamoyl)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] acetate
  参考文献：
  名称：

  Synthesis and in vitro pharmacological studies of C(4) modified salvinorin A analogues

  摘要：

  Salvinorin A is the most potent naturally occurring opioid agonist with a high selectivity and affinity for kappa-opioid receptor. To explore its structure-activity relationships, modifications at the C(4) position have been studied and a series of salvinorin A derivatives were prepared. These C(4)-modified salvinorin A analogues were screened for binding and functional activities at the human kappa-opioid receptor and several potent new agonists have been identified. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.092